Curcumin-cysteine and curcumin-tryptophan conjugate as fluorescence turn on sensors for picric Acid in aqueous media

ACS Appl Mater Interfaces. 2015 Jun 3;7(21):11195-202. doi: 10.1021/acsami.5b01102. Epub 2015 May 20.

Abstract

Rapid detection of picric acid in real sample is of outmost importance from the perspective of health, safety, and environment. In this study, a very simple and cost-effective detection of picric acid is accomplished by developing a couple of biobased conjugates curcumin-cysteine (CC) and curcumin-tryptophan (CT), which undergo efficient fluorescence turn on toward picric acid in aqueous media. Both the probes experience about 26.5-fold fluorescence enhancements at 70 nM concentration of the analyte. Here, the fluorescence turn on process is governed by the aggregation induced emission, which is induced from the electrostatic interaction between the conjugates with picric acid. The detection limit of CC and CT are about 13.51 and 13.54 nM of picric acid, respectively. Importantly, both the probes exhibit high selectivity and low interference of other analogues toward the detection of picric acid. In addition, the probes are highly photostable, show low response time and are practically applicable for sensing picric acid in real environmental samples, which is the ultimate goal of this work.

Keywords: aggregation induced emission; curcumin; fluorescence turn on; l-BOC cysteine; l-BOC tryptophan; nitroaromatic chemicals; picric acid sensing.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Curcumin / chemistry*
  • Cysteine / chemistry*
  • Environmental Monitoring / methods*
  • Nanoconjugates / chemistry
  • Picrates / analysis*
  • Picrates / chemistry
  • Reproducibility of Results
  • Sensitivity and Specificity
  • Tryptophan / chemistry*
  • Water / chemistry
  • Water Pollutants, Chemical / analysis*

Substances

  • Nanoconjugates
  • Picrates
  • Water Pollutants, Chemical
  • Water
  • Tryptophan
  • picric acid
  • Curcumin
  • Cysteine